WO2002059193A1 - Composition de caoutchouc - Google Patents

Composition de caoutchouc Download PDF

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Publication number
WO2002059193A1
WO2002059193A1 PCT/JP2002/000391 JP0200391W WO02059193A1 WO 2002059193 A1 WO2002059193 A1 WO 2002059193A1 JP 0200391 W JP0200391 W JP 0200391W WO 02059193 A1 WO02059193 A1 WO 02059193A1
Authority
WO
WIPO (PCT)
Prior art keywords
rubber
silica
carbon black
mixture
rubber composition
Prior art date
Application number
PCT/JP2002/000391
Other languages
English (en)
Japanese (ja)
Inventor
Fumito Yatsuyanagi
Makoto Ashiura
Original Assignee
The Yokohama Rubber Co., Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Yokohama Rubber Co., Ltd. filed Critical The Yokohama Rubber Co., Ltd.
Priority to DE10290365T priority Critical patent/DE10290365T1/de
Priority to JP2002559488A priority patent/JP3989372B2/ja
Publication of WO2002059193A1 publication Critical patent/WO2002059193A1/fr
Priority to US11/138,257 priority patent/US20050222317A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
    • C08J3/21—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase
    • C08J3/212—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase and solid additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B60—VEHICLES IN GENERAL
    • B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
    • C08J3/226—Compounding polymers with additives, e.g. colouring using masterbatch techniques using a polymer as a carrier
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
    • C08K3/013—Fillers, pigments or reinforcing additives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2309/00—Characterised by the use of homopolymers or copolymers of conjugated diene hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2321/00—Characterised by the use of unspecified rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2409/00—Characterised by the use of homopolymers or copolymers of conjugated diene hydrocarbons

Definitions

  • the present invention relates to a rubber composition containing silica or a silica-carbon black mixture, and more particularly to a solution-polymerized butadiene rubber (BR) or a solution-polymerized styrene-butadiene copolymer rubber (SBR) dissolved in an organic solvent. Temperature-dependent ta ⁇ ⁇ obtained by mixing silica or silica-carbon black mixture), a silane coupling agent and a softening agent with the raw rubber solution thus obtained, and further blending BR or SBR.
  • BR solution-polymerized butadiene rubber
  • SBR solution-polymerized styrene-butadiene copolymer rubber
  • Japanese Unexamined Patent Publication Nos. Hei 9-716469, Hei 9-324 777, Hei 10-226 736, Hei 10-237 2 No. 30 and Japanese Unexamined Patent Publication No. 2000-33636 disclose a carbon black divided and mixed with rubbers having different glass transition temperatures (Tg), or compounded with a terminal-modified rubber. Or mixing with latex rubber.
  • Japanese Patent Application Laid-Open No. 11-35742 describes a method of mixing a solution-polymerized SBR with a water-repellent silicic acid in an organic solvent.
  • ta ⁇ ⁇ balance means that the temperature dependence of ta ⁇ ⁇ at 0 ° C and 60 ° C is large.
  • split mixing improves fuel economy, ta ⁇ ⁇ balance and abrasion resistance, but at the same time causes problems in the process due to an increase in mixing steps.
  • silica or high molecular weight rubber is used in the split mixing, the processability and the load on the process are further increased.
  • An object of the present invention to reduce or eliminate defects during rubber processing, maintain or improve ta ⁇ ⁇ balance, maintain or improve high grip performance, and maintain or improve abrasion resistance.
  • An object of the present invention is to provide a rubber composition which can be suitably used for red.
  • the glass transition temperature (T g) is ⁇ 100.
  • C or ⁇ 40 ° C Solution-polymerized butadiene rubber or solution-polymerized styrene-butadiene copolymer rubber in a raw rubber solution dissolved in an organic solvent is mixed with silica or rubber-silica mixture, silane coupling agent And a softener, and then mixing and drying.
  • the rubber composite (MB) with silica or carbon black obtained by drying is mixed with silica or carbon black 'silica mixture-rubber composite.
  • Butadiene rubber or styrene-butadiene copolymer rubber (R) having a Tg higher than that of the raw rubber in the polymer (MB) by 10 ° C or more is added and mixed in a closed mixer.
  • a solution-polymerized butadiene rubber produced by a solution polymerization method having a Tg of ⁇ 100 ° C. to 40 ° C., preferably from 180 ° C. to 150 ° C.
  • a solution of polymerized styrene-butadiene copolymer rubber (SBR) in an organic solvent for example, cyclohexane, toluene, benzene, etc.
  • an organic solvent for example, cyclohexane, toluene, benzene, etc.
  • silica and silica-car pump black for example, cyclohexane, toluene, benzene, etc.
  • a silane coupling agent and a softening agent, and more preferably, an antioxidant are added and mixed and dried to obtain a silica or a carbon black-silica mixture-rubber composite (MB).
  • solution polymerization BR and SBR used in the present invention have a Tg of 110 ° C. to 140 ° C.
  • any of the solution polymerization BR and the solution polymerization BR generally used conventionally as a rubber composition may be used.
  • SBR can be used.
  • solution-polymerized BR and SBR having a weight average molecular weight of at least 400,000 and more preferably from 700,000 to 100,000 are used. If the molecular weight is less than 400,000, it is not preferable because a desired effect may not be obtained in ta ⁇ ⁇ balance ⁇ abrasion resistance.
  • the solution-polymerized BR and SBR used in the present invention may contain, for example, 20% by weight or more of an alkali metal or an alkaline earth metal at the terminal of the molecule.
  • modified polymers include, for example, alkali metals and / or Or a living guanion polymer having the above-mentioned metal at the terminal obtained by polymerizing a polymerizable monomer with an alkaline earth metal base catalyst (so-called anion polymerization catalyst), or in a polymer chain. Is obtained by reacting a polymer obtained by adding the metal to an unsaturated polymer having a double bond in a side chain by a post-reaction, and an organic compound having the bond, followed by hydrolysis. (See, for example, JP-A-58-166204, JP-A-60-13971, JP-A-7-316641, etc.) .
  • Preferred compounds to be used in the above reaction include, for example, N-methyl-1) 3-propiolatam, Nt-butyl-10-propiolactam, N-phenyl-1-propiolatam, N —Methoxy ethoxyl i3 —Propiolactam, N—Naphthyl / 3 / Propiolactam, N—Methyl-2-pyrrolidone, N — t —Butyl1—pyrrolidone ⁇ N—Phenyl 1-Pyrrolidone, N-Methoxyphenyl-1-2-pyrrolidone, N-vinyl-12-pyrrolidone, N-benzyl-2-pyrrolidone, N-naphthyl-2-pyrrolidone, N-methyl 1-5—methylone 2—pyrrolidone, N—t—butyl-1 5—methyl-1 2—pyrrolidone, N—phenyl-1 5 _methyl-1 2—pyrrol
  • this value is less than 0.05 mol, sufficient contact with carbon and the reaction may not be easily caused, and if it exceeds 10 mol, the polymer produced by the side reaction may cause the polymer to be compounded later. May become difficult to mix with More preferably, it is 0.2 mol to 2 mol.
  • the reaction is usually carried out at room temperature to 100 ° C for several seconds to several hours. After completion of the reaction, the produced polymer can be recovered from the reaction solution by steam stripping, and the reaction solvent is distilled off from the reaction solution to increase the polymer concentration, thereby increasing the polymer concentration. You may also rub.
  • the silica mixed with the solution-polymerized BR and Z or SBR in an organic solvent can be any silica conventionally compounded in a rubber composition.
  • silica an arbitrary ratio of silica / force-black mixture can be used, but the silica concentration in the silica-carbon black mixture is 30 to 100% by weight. It is preferred that If the silica content is less than 30% by weight, the desired fuel efficiency may not be obtained.
  • solution polymerization in an organic solvent BR and / or SBR in addition to silica (or a silica-carbon black mixture), a silane coupling agent, a softening agent, and more preferably an aging agent Add inhibitor and mix.
  • silane coupling agent any silane coupling agent conventionally mixed with silica in the rubber composition can be used, and the amount of the silane coupling agent is preferably 3 to 5 in terms of the amount of silicic acid added. % By weight, more preferably 5 to 20% by weight.
  • silane coupling agents include butyl trimethoxy silane, vinyl triethoxy silane, vinyl tris (2-methoxhetoxy) silane, and N— (2-amino ethyl) 3-amine Propylmethyldimethoxysilane, N _ (2 — Noethyl) 3—Aminoprovir trimethoxysilane, 3—Aminov mouth pill triethoxysilane, 3—Glycidoxypropyl trimethoxysilane, 3—Glyci Doxypropyl methyldimethoxysilane, 21- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3—methacryloxypropyltrimethoxysilane, 3—mercaptoprobilt Limethoxysilane ', 3-aminopuritol trimethoxysilane and bis- [3— (triethoxysilyl) -propyl] te
  • any softener conventionally compounded in a rubber composition can be mentioned, and specifically, an aromatic process oil, a paraffin-based oil and the like can be mentioned.
  • the compounding amount is 40 parts by weight or more, preferably 50 to 60 parts by weight, per 100 parts by weight of silica or a silica-carbon black mixture. If the amount is too small, the rubber viscosity of the silica or silica-carbon black mixture-rubber composite (MB) increases, which is not preferable because the dispersibility is remarkably deteriorated.
  • an aging inhibitor or the like when mixing in an organic solvent solution, an aging inhibitor or the like can be added and mixed.
  • the compounding amount is within the range generally used conventionally, and there is no particular limitation.
  • the silica or carbon black / silica rubber composite has a temperature higher than the Tg of the raw rubber in the composite by 10 ° C or more, preferably 20 ° C or more.
  • BR or SBR (R) having a high Tg of 40 ° C to 40 ° C is added and mixed in a closed mixer such as a Banbury mixer to obtain a rubber composition (COM). If the difference in T g is less than 10 ° C, the desired effect cannot be obtained in fuel economy and ta ⁇ ⁇ balance. I don't like it because it is there.
  • the rubber R satisfies the glass transition temperature.
  • emulsion polymerization or solution polymerization of polybutadiene, styrene-butadiene copolymer, styrene-isoprene butagen Copolymers, polyisoprene, natural rubber and the like can be mentioned.
  • the compounding amount of these raw rubbers is 100 parts by weight as the whole rubber, that is, 50 to 10 parts by weight. If necessary, additional softener or other general-purpose rubber may be added.
  • the desired rubber composition can be obtained by kneading with the carbon black-containing rubber composition in a closed mixer such as a Panbury mixer together with the agent.
  • F MB silica concentration
  • the solution-polymerized SBR according to the present invention preferably has a styrene content of 10 to 20% by weight. If the styrene content is too high, the compatibility with SBR of high styrene, which is generally used as a high Tg rubber, increases, and the desired ta ⁇ ⁇ noise may be deteriorated. It is not preferable because the rise in the temperature may deteriorate the low-temperature embrittlement. Conversely, if the styrene content is too small, the processability may decrease, so that it is not preferable.
  • the vinyl '(Vn) content of the butadiene portion of the SBR is preferably 30 to 50% by weight, more preferably 30 to 45% by weight.
  • a rubber additive such as a vulcanizing agent such as sulfur, a vulcanization accelerator and a vulcanization retarder can be used.
  • the amount can be as usual.
  • Rubber compositions of various formulations shown in Tables I to IV were prepared and their physical properties were evaluated.
  • MB 7 was blended in the same manner as MB 1 to MB 6,
  • Terminal modified processing solution polymerization SBR (1) 5 0 Shi Li Ca (two Tsu Pushiru AQ) * 1 5 0 TESPT ( S i 6 9) * 1 5 diethylene glycol * 1 2.5 Antioxidant 6 C * 1
  • MB 8 was blended in the same manner as MB 7.
  • the masterbatch was blended in the same manner as MB7.
  • the master patch was blended in the same manner as in MB7.
  • the master patch was blended in the same manner as MB7.
  • the master patch was blended in the same manner as MB7.
  • the components shown in Tables II to III are kneaded for 3 to 5 minutes with a 1.8-liter hermetic mixer, and when the temperature reaches 165 ⁇ 5 ° C, the components are mixed from the mixer. Released.
  • a vulcanization accelerator and sulfur were kneaded with an 8-inch open mouth to obtain a rubber composition.
  • the obtained sample composition was press-vulcanized in a 15 ⁇ 15 ⁇ 0.2 cm mold at 160 ° C. for 20 minutes to prepare a target test piece, and the vulcanization properties were evaluated. did.
  • the results are shown in Tables II and III.
  • the method for testing the vulcanizability of the composition obtained in each example is as follows.
  • Abrasion resistance Measured with a Lambourn abrasion tester, and the wear loss is displayed as an index by the following method
  • Abrasion resistance (index) [(weight loss on test piece of Comparative Example 7) /
  • Powder sulfur 5% by weight oil-treated powder sulfur
  • Vulcanization accelerator C Z N-cyclohexyl-2-benzothiazylsulfenamide
  • Vulcanization accelerator DPG diphenylguanidine Industrial applicability
  • a solution-polymerized BR or SBR having a specific T g is mixed with a silica or a silica-carbon black mixture, a softener, a silane coupling agent, etc. in an organic solvent.

Abstract

L'invention concerne une composition (COM) de caoutchouc élaborée comme suit: adjonction de silice ou de mélange noir de carbone/silice, d'agent de couplage à base de silane, et d'amollissant, à une solution de caoutchouc brut résultant à la fois de la dissolution dans un solvant inorganique de BR ou de SBR dont la température de transition vitreuse Tg est comprise entre -100 et -40° C et d'une polymérisation en solution; mélange des différents éléments; séchage du mélange pour donner un composite (MB) renfermant la silice ou le mélange noir de carbone/silice et le caoutchouc; adjonction au MB d'un BR ou d'un SBR (R) à Tg supérieure d'au moins 10° C à la Tg du caoutchouc brut contenu dans ce MB; et brassage du mélange résultant au moyen d'un mélangeur interne. Dans la composition (COM) considérée, le rapport FMB/FCOM est compris entre 1,2 et 3: il s'agit du rapport entre la concentration FMB de silice ou de mélange de noir de carbone/silice propre au MB, en fonction du caoutchouc contenu dans ce MB, d'une part, et la concentration FCOM de silice ou de mélange de noir de carbone/silice propre à la COM, en fonction des caoutchoucs contenus dans cette COM, d'autre part.
PCT/JP2002/000391 2001-01-25 2002-01-21 Composition de caoutchouc WO2002059193A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
DE10290365T DE10290365T1 (de) 2001-01-25 2002-01-21 Gummizusammensetzung
JP2002559488A JP3989372B2 (ja) 2001-01-25 2002-01-21 ゴム組成物
US11/138,257 US20050222317A1 (en) 2001-01-25 2005-05-27 Rubber composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2001-17540 2001-01-25
JP2001017540 2001-01-25

Related Child Applications (1)

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US11/138,257 Division US20050222317A1 (en) 2001-01-25 2005-05-27 Rubber composition

Publications (1)

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WO2002059193A1 true WO2002059193A1 (fr) 2002-08-01

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PCT/JP2002/000391 WO2002059193A1 (fr) 2001-01-25 2002-01-21 Composition de caoutchouc

Country Status (4)

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US (2) US20030114577A1 (fr)
JP (1) JP3989372B2 (fr)
DE (1) DE10290365T1 (fr)
WO (1) WO2002059193A1 (fr)

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JP2005154473A (ja) * 2003-11-20 2005-06-16 Yokohama Rubber Co Ltd:The タイヤトレッド用ゴム組成物
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JP2016538394A (ja) * 2013-08-05 2016-12-08 怡維怡橡▲膠▼研究院有限公司Ｅｖｅ Ｒｕｂｂｅｒ Ｉｎｓｔｉｔｕｔｅ Ｃｏ．，Ｌｔｄ． ゴムマスターバッチの連続的製造方法及びその方法で調合されたゴムマスターバッチ
JP2017179384A (ja) * 2014-03-07 2017-10-05 インダストリアス ネグロメックス ソシエダ アノニマ ド キャピタル バリアブルＩｎｄｕｓｔｒｉａｓ Ｎｅｇｒｏｍｅｘ，Ｓ．Ａ． Ｄｅ Ｃ．Ｖ． シリカマスターバッチを製造する方法
JP2019065197A (ja) * 2017-10-02 2019-04-25 旭化成株式会社 共役ジエン系重合体組成物、マスターバッチ、タイヤ用部材、及び共役ジエン系重合体組成物の製造方法
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US9758646B2 (en) 2011-11-03 2017-09-12 Arlanxeo Deutschland Gmbh NdBR wet masterbatch
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CN114805967B (zh) * 2021-01-21 2024-01-26 中国科学院大连化学物理研究所 一种白炭黑-丁苯橡胶母料及制备方法

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